In addition to the current Question of the Week raw file, JackInsider also includes the QOW archive: It contains every single Question of the Week response compilation that was ever on JackinWorld, from 1996 until 2004. There are 350 compilations in total and JackInsider members have access to all of them. Here's a listing of the Questions we asked the readers over the years:
Click on a link to go to the corresponding section.
MASTURBATION EXTREMES
NOT-SO-GOOD EXPERIENCES
PREFERENCES
PRACTICES & TECHNIQUES
PLACES & CONDITIONS
MASTURBATION & YOUR BODY
YOUR GENITALS
PHYSICAL SENSATIONS & HORNINESS
FANTASIES & VISUAL MATERIAL
PRIVACY & TIME CONCERNS
QUESTIONS INVOLVING FAMILY MEMBERS
WITNESSING MASTURBATION & NUDITY
SOLO VS. TWO-PERSON SEX
MASTURBATING WITH ANOTHER PERSON
MASTURBATION & RELATIONSHIPS
THINKING ABOUT MASTURBATION
TALKING ABOUT MASTURBATION
WHEN YOU AREN'T MASTURBATING...
OPINION
HYPOTHETICAL QUESTIONS
QUESTIONS INVOLVING JACKINWORLD
OTHER QUESTIONS
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MASTURBATION EXTREMES
What is the most unusual lubricant that you've used when masturbating?
In what times of your life was your masturbation life most active, and when was it least active?
What was the longest amount of time when you wanted to masturbate but were unable to?
How short are the shortest durations between your orgasms from masturbation?
What's the farthest away from home that you've ever masturbated to orgasm?
What's the shortest time duration you've had between two orgasms?
What's the strangest object or substance you've ever incorporated into a masturbation session?
What's the oddest household item you've used in a masturbation session?
What was your longest masturbation session you can remember?
What was your longest masturbation session you can remember? (second round)
What is the quickest masturbation session you can remember?
What is the quickest masturbation session you can remember? (second round)
What's the most embarrassing masturbation-related situation you've been in?
What was your most memorable masturbation experience?
What was your single most memorable masturbation experience? (second round)
What was the most number of times you've masturbated to orgasm in one day?
What's the most times you've masurbated to orgasm in one day? (second round)
What was the longest amount of time you've ever gone without masturbating?
What was the longest amount of time you've ever gone without masturbating? (second round)
What's the strangest place you've ever masturbated in?
What's the strangest place you've ever masturbated in? (second round)
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NOT-SO-GOOD EXPERIENCES
Have you ever distinctly not enjoyed a masturbation session?
What was the most uncomfortable moment you've had during or right after a masturbation session?
Have you ever had a masturbation experience that you regret?
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PREFERENCES
Do you like to watch TV or listen to music while you masturbate?
Do you ever masturbate to music? (second round)
What is your favorite position to masturbate in?
What is your favorite position to masturbate in? (second round)
Is the idea of getting walked in on while masturbating a deterrent or a turn-on?
Do you usually masturbate with clothes on or off?
Do you hold back and delay your orgasm or go for it?
What is your favorite time of day to masturbate?
What is your favorite time of day to masturbate, and what is your least favorite? (second round)
Which do you prefer masturbating "wet" or "dry"?
Which do you prefer masturbating "wet" or "dry"? (second round)
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PRACTICES & TECHNIQUES
Have you ever succeeded in masturbating to orgasm without stimulating yourself with your hands?
After a masturbation session, do you always "clean up" the same way?
Have you used an object in a masturbation session that didn't belong to you?
What preparations or routines do you go through before you masturbate?
What is your favorite way to start a masturbation session?
Did you ever use a particular masturbation technique only once?
Do you ever do anything to get yourself ready for a masturbation session?
How often do you masturbate standing up?
Lately, how often have you been masturbating to orgasm two (or more) times per day?
Do you have a masturbation routine?
How often do you masturbate *not* to orgasm?
Have you tried masturbating both "wet" (with lube) and "dry" (without lube)?
Are you able to masturbate using either hand, and how does masturbating with your "wrong" hand feel compared to using your usual hand?
Has your masturbation technique changed over the years?
What is the most difficult position you've masturbated in more than once?
What specific masturbation technique creates the most intense sensations for you?
Do you have any unusual masturbation habits?
What is your all-time favorite masturbation technique?
Do you try to control when orgasm happens? How?
What do you do and think about between the time you orgasm and the time you clean up and/or get dressed?
When you masturbate, how often is it because you really need to?
How long is your typical masturbation session?
Have you ever used a toy or other device to help you masturbate?
How consistent is your masturbation frequency?
Have you ever had an orgasm without using either hand?
Have you ever had an orgasm without using either hand? (second round)
What do you usually do with your free hand when you masturbate?
What do you usually do with your free hand when you masturbate? (second round)
Does your technique change over the course of a masturbation session?
What household items or substances have you used to help you masturbate?
How fast do you move your hand? In intercourse, would you (or do you) thrust at the same speed?
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PLACES & CONDITIONS
Do you ever find yourself masturbating simply because of routine?
Other than your bedroom or bathroom, where is the most common place you masturbate?
Does the quality of your orgasms depend at all on the time of day?
What is the most public place where you have masturbated to orgasm?
What is the most public place where you have masturbated to orgasm? (second round)
Where was the most unlikely place you've ever masturbated?
Where was the most unlikely place you've ever masturbated? (second round)
How many times have you masturbated outdoors?
Under what conditions do you have your best orgasms from masturbating?
Does clothing have any effect on your masturbation habits?
Have you ever masturbated while you were talking on the phone?
How often do you masturbate while showering or bathing?
How often do you masturbate while showering or bathing? (second round)
What external conditions make for a really good masturbation session?
What external conditions make for a really good masturbation session? (second round)
Have you ever masturbated outdoors?
Have you ever masturbated outdoors? (second round)
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MASTURBATION & YOUR BODY
How much control do you have over when you reach orgasm during a masturbation session?
Do your masturbation sessions tend to be spontaneous, or do they usually happen at regular times?
How good are you at timing orgasm when you're masturbating?
What part (or parts) of your body besides your genitals are the most erotically sensitive to touch?
How easy is it for you to get aroused at the beginning of a masturbation session?
After you orgasm, how much time do you need before you can go for another one?
How does your body react to orgasm?
How does your body react to orgasm? (second round)
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YOUR GENITALS
Do you ever have trouble getting an erection when you masturbate?
How do you feel about your penis?
How old were you when your penis grew to its current size?
Has anyone ever told you that you have a large penis?
What's the best thing that's ever happened to your genitals?
What do you like most about your genitals?
Has anyone ever commented on your body or genitals?
Has anyone ever commented on your body or genitals? (second round)
Would you rather be circumcised or uncircumcised?
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PHYSICAL SENSATIONS & HORNINESS
How much of a difference is there between your greatest and lamest orgasms?
What does it feel like when you are unusually horny?
What are you usually doing, and how do you usually feel, 60 seconds after you have an orgasm?
Do you go through periods of time when you have little desire to masturbate?
How would you describe the feeling of an orgasm to someone who's never experienced one?
What does it feel like when you haven't masturbated in a while and have a strong urge to do it?
What does it feel like when you haven't masturbated in a while and have a strong urge to do it? (second round)
What does orgasm feel like for you?
What does orgasm feel like for you? (second round)
What single specific feeling makes masturbation gratifying to you?
What does a vagina feel like, and how can you best simulate that feeling while masturbating?
What does a vagina feel like, and how can you best simulate that feeling while masturbating? (second round)
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FANTASIES & VISUAL MATERIAL
Do you ever have sexual fantasies about your friends (of either gender)?
Does the idea of body hair (either male or female) turn you on or turn you off?
What is the most common thing you think about when you masturbate?
Where have you hidden erotic viewing materials?
When you masturbate, are your fantasies different from the things you would actually do (or have done) in real life?
Do you have any "guilty pleasure" fantasies?
Do you enjoy watching yourself masturbating in a mirror, or watching a video of yourself masturbating?
Which do you prefer masturbating while looking at pictures/videos, or using a vivid imagination?
What kind of masturbation fantasy aids do you prefer books, magazines, videos, or the Internet?
Does your own body turn you on at all? What parts?
Does your own body turn you on at all? What parts? (second round)
How often do you use visual stimulation when you masturbate?
What is your ultimate, no-holds-barred, even-if-you-would-never-do-it-in-real-life fantasy?
How consistent are your fantasies from one masturbation session to another?
Would you say you're more of a voyeur or an exhibitionist?
Would you say you're more of a voyeur or an exhibitionist? (second round)
Would you say you have any fetishes?
Would you say you have any fetishes? (second round)
If you could custom-design your own secret erotic video, who would be on it and what would they be doing?
What single event from your life do you most often fantasize about?
What single event from your life do you most often fantasize about? (second round)
How important is your imagination in your masturbation sessions, and how important are external stimuli, like erotic videos?
What would be an extreme visual turn-on for you?
What would be an extreme visual turn-on for you? (second round)
How often do you think about other people masturbating?
Do you have a favorite non-X-rated movie scene you like to masturbate to or fantasize about?
Do you ever fantasize about something most people would consider non-sexual?
Can a person use visual stimulation (erotic magazines and videos, etc.) so much or so often that it becomes unhealthy?
Do you use visual stimulation when you masturbate?
Have you ever masturbated while looking at a mirror or video of yourself?
Have you ever masturbated while looking at a mirror or video of yourself? (second round)
What do you like to think about while you're masturbating?
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PRIVACY & TIME CONCERNS
If you had 3 hours in which you could masturbate uninterrupted, how would you spend the time?
Where have you hidden masturbation-related items from lube to magazines and videos?
What is the average length of your masturbation sessions, and what are your long and short extremes?
Have you ever masturbated in the same room with someone who didn't know what you were up to?
Have you ever masturbated in the same room with someone who didn't know what you were up to? (second round)
How much effort do you put into hiding any "evidence" that you have masturbated?
How much effort do you put into hiding any "evidence" that you have masturbated? (second round)
How long does your typical masturbation session last?
Have you ever masturbated in a room with someone without them knowing?
Do you masturbate differently when you have plenty of privacy?
If you have plenty of privacy, do you like to make noises while you masturbate?
If you have plenty of privacy, do you like to make noises while you masturbate? (second round)
When you don't have the time or privacy to masturbate, how do you deal with the urge?
Have you ever had to masturbate quietly so you wouldn't be heard?
What do you do when you need to get an erection and ejaculate quickly?
Would you masturbate more often if you had more privacy?
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QUESTIONS INVOLVING FAMILY MEMBERS
Have any of your family members seen you naked since you started going through puberty?
When (or if) you have children, would you take any measures to help your kids have healthy attitudes about masturbation?
What's the most in-depth thing your parents ever said to you about masturbation?
What do you think you will tell your children about masturbation?
Do you think your parents masturbate? What would you say if one of them came right out and told you?
What would you say if one of your parents asked you if you masturbate?
What have your parents said to you about masturbation, and how has that affected your feelings about it?
Do you think anyone in your family knows (or knew) that you masturbate?
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WITNESSING MASTURBATION & NUDITY
Who had the largest penis that you've ever seen?
If you could choose anyone to walk in on you while you were masturbating, who would it be?
Is there anyone you know personally whom you'd like to watch masturbate?
How do you feel about being seen naked?
Have any of your family members seen you naked since you started going through puberty?
Have you ever accidentally heard or seen someone masturbating?
Would it be a turn-on or a turn-off for you to get walked in on while you were masturbating?
Of all the times you've masturbated in private, which time would have been most embarrassing if someone had walked in on you?
Of all the times you've masturbated in private, which time would have been most embarrassing if someone had walked in on you? (second round)
Would you be more interested in watching a male or a female masturbating?
Have you ever masturbated when you knew you were being watched?
Who has seen you naked in the last few months?
Who has seen you naked in the last few months? (second round)
Have you ever let anybody watch you masturbate?
Have you ever let anybody watch you masturbate? (second round)
Have you ever heard anyone masturbating?
Have you ever watched someone else masturbate?
Have you ever watched someone else masturbate? (second round)
Has anyone ever walked in on you while you were masturbating?
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SOLO VS. TWO-PERSON SEX
How do your best masturbation orgasms compare with those you've experienced through other forms of sex?
In strictly physical terms, what do you get from intercourse that you don't get from masturbation?
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MASTURBATING WITH ANOTHER PERSON
Have you ever been in a situation where mutual masturbation may have been possible, but you were afraid to take it further?
Which would you rather do with a sexual partner or friend: get masturbated by him/her, masturbate him/her, or masturbate together without touching each other?
Would you masturbate your best friend?
Are there places on your body where you wouldn't want anyone to touch you?
If you were to masturbate another person, what would you be thinking about while you were doing it? How about if the same person were masturbating you?
If someone were about to masturbate you, and you wanted it done just right, what specific instructions would you give?
If someone were about to masturbate you, and you wanted it done just right, what specific instructions would you give? (second round)
Have you ever "cyber-masturbated" with anyone?
What advice would you give to a guy on how to masturbate a woman better?
What advice would you give to someone who wants to start masturbating with his girlfriend?
What advice would you give to someone who wants to start masturbating with his girlfriend? (second round)
Have you ever masturbated with a member of the same sex?
Have you ever masturbated with a member of the same sex? (second round)
Have you ever masturbated a member of the opposite sex?
Have you ever masturbated a member of the opposite sex? (second round)
What advice would you give to a girl who wants to learn to masturbate a guy better?
If, for the next month, you could ejaculate only by being masturbated by either a girl or a guy, which would you pick?
If, for the next month, you could ejaculate only by being masturbated by either a girl or a guy, which would you pick? (second round)
What advice would you give to someone who wants to try masturbating with a member of the same sex?
What advice would you give to someone who wants to try masturbating with a member of the same sex? (second round)
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MASTURBATION & RELATIONSHIPS
Is masturbating alone while in a serious sexual relationship a good thing or a bad thing?
What would you say to a girlfriend/boyfriend who found out you like to masturbate privately, and who asked you not to masturbate anymore?
How is your masturbation frequency affected by relationships you're in?
How is your masturbation frequency affected by relationships you're in? (second round)
What would you say to someone who feels you shouldn't have to masturbate if you're in a sexual relationship?
How would you feel if you learned your sexual partner was masturbating without you?
If someone in a committed relationship mutually masturbates with another person, it that cheating?
If someone in a committed relationship mutually masturbates with another person, it that cheating? (second round)
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THINKING ABOUT MASTURBATION
What (nonsexual) visual scenes or scenarios do you come across in day-to-day life that give you an urge to masturbate?
What do you wish you had known before you started masturbating to orgasm?
What do you think of semen?
What do you think of semen? (second round)
What influence has religion had on your masturbation views?
What influence has religion had on your masturbation views? (second round)
Do you think you're an "average" masturbator?
Do you think you're an "average" masturbator? (second round)
Do you feel guilty after masturbating?
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TALKING ABOUT MASTURBATION
Do you find it easier to talk to other people about two-person sex than about masturbation?
Do you remember the first time you discussed masturbation with another person?
How openly do you discuss your masturbation habits?
What was the most in-depth conversation about masturbation you've ever had?
With whom have you had the most in-depth discussion about masturbation?
What's the most in-depth thing your parents ever said to you about masturbation?
Do you ever talk about masturbation with members of the opposite sex?
How would you confront a roommate who masturbates in your presence against your wishes?
What masturbation myths have you heard?
Have you ever denied that you masturbate?
Have you ever denied that you masturbate? (second round)
How can you find out if a friend masturbates, without coming right out and asking him/her?
What is your favorite slang expression for masturbation?
Did you ever hear about masturbation before you actually did it?
Did you ever hear about masturbation before you actually did it? (second round)
Have you and another person ever talked about masturbation?
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WHEN YOU AREN'T MASTURBATING...
What kinds of conditions sometimes contribute to your *not* masturbating, even though the time or the place you're in is otherwise good?
In your opinion, what non-sexual thing in your life is the next best thing to having an orgasm?
What kinds of otherwise non-sexual activities or situations make you want to masturbate?
What are you usually doing a couple of minutes after you're done masturbating?
What are you usually doing a couple of minutes after you're done masturbating? (second round)
Do any non-sexual activities make you want to masturbate?
Do any non-sexual activities make you want to masturbate? (second round)
How often do you informally stimulate yourself throughout the day, with your clothes on, not to orgasm?
When you aren't masturbating, how often do you think about it?
When you aren't masturbating, how often do you think about it? (second round)
What makes you decide to masturbate?
What makes you decide to masturbate? (second round)
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OPINION
What do you think about female masturbation?
What's your personal theory about the differences between circumcised and uncircumcised penises?
Which do you think is better: masturbating yourself, masturbating someone else, or someone else masturbating you?
If two same-sex best friends masturbate together, do you think it's "gay"?
In your opinion, which is more important quality of orgasms or quantity?
In your opinion, how small a penis is too small? How big is too big?
Do you think it's okay for a person to masturbate in a public restroom, behind a closed stall door?
Do you think it's okay for a person to masturbate in a public restroom, behind a closed stall door? (second round)
Who's more likely to fantasize while masturbating a man or a woman?
Should prisoners be allowed to have pornography?
At what age should someone be told about masturbation, and what should they be told?
At what age should someone be told about masturbation, and what should they be told? (second round)
Do you think it's possible to masturbate too much?
Do you think it's possible to masturbate too much? (second round)
How much more often do males masturbate than females?
Should masturbation be taught in school?
Should masturbation be taught in school? (second round)
Does penis size matter either in masturbation or in intercourse?
Does penis size matter either in masturbation or in intercourse? (second round)
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HYPOTHETICAL QUESTIONS
How interested would you be in stimulating your own penis with your mouth, if you were able to do this?
If you could listen to any sound imaginable while you're masturbating, what would that sound be?
If masturbating to orgasm cost five dollars each time you did it, how often would you masturbate?
If you had to see how long you could go without masturbating, how long do you think you could realistically hold out?
Do you think you could be masturbated to orgasm by another person against your will?
Under what conditions would you go for one month without masturbating?
Describe the perfect penis for masturbation either to have on your own body, or on someone else's.
If you were to videotape yourself masturbating, how would you probably react to watching the tape the next day?
If you knew you could masturbate only one more time before you die, how would you spend your final masturbation session?
If you were in the middle of a masturbation session and suddenly realized you were being watched, what would be your immediate reaction?
If you could become invisible and masturbate only once anywhere you wanted, where would you do it?
Do you think your masturbation experiences would be different if your sexual orientation were opposite of what it is?
If you could have someone help you while you masturbated, but they weren't allowed to touch you in the pelvic region, what would you have them do to make your session more enjoyable?
If you suddenly had to make yourself very sexually unaroused, what thought would turn you off faster than any other?
If you could go back and alter the past, would you change anything about the first time you masturbated to orgasm?
If you could go back and alter the past, would you change anything about the first time you masturbated to orgasm? (second round)
If, while you're masturbating, you could listen to any sound or noise that you wanted, what would it be?
If you were in a situation where you wanted to (and could) make more noise masturbating than you've ever made before, what kinds of noise would you make?
If you could change one thing about your typical masturbation session, what would it be?
If you could change one thing about your typical masturbation session, what would it be? (second round)
If you could change one thing about your typical masturbation session, what would it be? (third round)
If you could change one thing about your typical masturbation session, what would it be? (fourth round)
If you could go back in time, would you change the way you learned about masturbation?
What would you write to a friend who didn't know anything about masturbation?
What would you write to a friend who didn't know anything about masturbation? (second round)
If you could masturbate with anyone in the world, who would you choose?
If you could masturbate with anyone in the world, who would you choose? (second round)
If you could change your penis only for your masturbation sessions, would you?
If you had a switch that controlled your urge to masturbate, would you leave it on or off most of the time?
If you could have sex with the person of your choice whenever you wanted for the rest of your life, do you think you'd still masturbate?
If, for the next month, you could ejaculate only by being masturbated by either a girl or a guy, which would you pick?
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QUESTIONS INVOLVING JACKINWORLD
Have you ever written a fake response to a JackinWorld Question of the Week, or lied, or just embellished your response?
Why do you visit JackinWorld?
Have you ever masturbated while reading JackinWorld?
Have you ever masturbated while reading JackinWorld? (second round)
How have your masturbation practices been influenced by reading JackinWorld, and which techniques are your favorites?
Have you had any masturbation experiences that you wouldn't have had if you'd never read JackinWorld?
How did you find out about JackinWorld, and how has it affected you?
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OTHER QUESTIONS
How often these days do you masturbate to orgasm a second time shortly after you've finished?
Do you have any masturbation-related regrets?
What would you like to say about masturbation?
Have you ever masturbated because you felt angry, depressed, or some other negative feeling?
Have you ever tasted your own semen?
Would you say you are completely uninhibited when you masturbate?
What is your biggest *physical* problem regarding masturbation, and how have you dealt with it?
What do you feel is the least desirable aspect of masturbation?
Do you ever masturbate because you're frustrated (either sexually or otherwise)?
What is the single most important factor that makes a masturbation session really enjoyable for you?
What kinds of masturbation myths had you heard when you first started masturbating?
Have you gone through periods in your life when masturbation was more (or less) enjoyable than it is now?
Have you ever accidentally left "evidence" that you had been masturbating, or have you ever discovered "evidence" that someone else had been masturbating?
How easy is it for you to resist masturbating if it isn't convenient, or if you don't want to for some reason?
What events or periods in your life have caused you to masturbate noticably more or less frequently?
What is your experience with nocturnal emissions ("wet-dreams")?
What is your experience with nocturnal emissions ("wet-dreams")? (second round)
Why did you try to quit masturbating?
What was your last masturbation session like?
What was your last masturbation session like? (second round)
What was your last masturbation session like? (third round)
Do you have any masturbation secrets?
Do you have any masturbation-related secrets? (second round)
What is your favorite masturbation reference in a book, movie, etc.?
Have you ever tried to quit masturbating?
Have you ever tried to quit masturbating? (second round)
How has masturbation changed for you as you've gotten older?
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